So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Tsuruoka, Akihiko; Negi, Shigeto; Yanagisawa, Manabu; Nara, Kazumasa; Naito, Toshihiko; Minami, Norio researched the compound: 3-Hydroxy-3-phenylpropanenitrile( cas:17190-29-3 ).Synthetic Route of C9H9NO.They published the article 《Practical oxirane ring opening with in situ prepared LiCN; synthesis of (2S, 3R)-3-(2,4-difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)-1-butanenitrile》 about this compound( cas:17190-29-3 ) in Synthetic Communications. Keywords: oxirane regioselective ring cleavage lithium cyanide; cyanation haloalkylbenzene lithium cyanide. We’ll tell you more about this compound (cas:17190-29-3).
The title compound was obtained in 73% yield by regiospecific opening of an oxirane ring with LiCN, prepared in situ from acetone cyanohydrin and LiH, providing this key intermediate for a new antifungal agent on a multi-kg scale. Ring opening of other oxiranes and nucleophilic substitution are also described.
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Reference:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics